Hydrochloric Acid → HCID 4657022, compound

HRID 1194005Notes

Reaction equation

HRID 1194005 reaction equation
[CH2:1]([NH2:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[CH3:9][S:10](Cl)(=[O:12])=[O:11].Cl>C1COCC1>[CH2:1]([NH:8][S:10]([CH3:9])(=[O:12])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 81271-HeptanamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 4657022HCID 4657022, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7.5 ml (50 mmol) of n-heptylamine in 50 ml of THF was cooled in an ice-water bath. Methanesulfonyl chloride (1.93 ml, 25 mmol) was added dropwise, with stirring to the amine solution over a 4 minute period. After stirring for an additional 45 minutes the mixture was poured into dilute HCl, and the product was extracted with ethyl acetate. The extract was washed with brine, dried (Na2SO4) and evaporated in vacuo. The resulting yellow solid was recrystallized from hexane. Yield: 4.03 gm. 'H-NMR (CDCl3) δ 4.48 (1H, br t); 3.13 (2H, q, J=6H2); 2.96 (3H, s); 1.57 (2H, m); 1.30 (8H, br m); 0.89 (3H, br t).

Workup

  1. extractionthe product was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated in vacuo
  5. customThe resulting yellow solid was recrystallized from hexane

Sources & evidence

ORD record
ord-6d99c506ceb74898870d5c0d8dc32f76
Source dataset
uspto-grants-1989_03
Patent number
US04812463

Reaction notes

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